Highly efficient hydroboration of carbonyl compounds catalyzed by tris(methylcyclopentadienyl)lanthanide complexes

Dandan Yan; Ping Dai; Sufang Chen; Mingqiang Xue; Yingming Yao; Qi Shen; Xiaoguang Bao

doi:10.1039/C8OB00292D

Highly efficient hydroboration of carbonyl compounds catalyzed by tris(methylcyclopentadienyl)lanthanide complexes

Dandan Yan,^a Ping Dai,^a Sufang Chen,^a Mingqiang Xue,*^a Yingming Yao,^a Qi Shen^a and Xiaoguang Bao*^a

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* Corresponding authors

^a Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Dushu Lake Campus, Soochow University, Suzhou 215123, People's Republic of China
E-mail: xuemingqiang@suda.edu.cn, xgbao@suda.edu.cn

Abstract

Homoleptic lanthanide complexes coordinated by a Me-substituted Cp ligand [(MeCp)₃Ln] demonstrate unprecedentedly high efficiency in catalyzing the hydroboration of aldehydes and ketones with pinacolborane. This protocol is also applicable for the hydroboration of aryl-substituted imines. In addition, broad functional group compatibility and excellent chemoselectivity is also achieved. DFT calculations are employed to shed light on the reaction mechanism.

Supplementary files

Publication details

The article was received on 04 Feb 2018, accepted on 23 Mar 2018 and first published on 26 Mar 2018

Article type: Paper

DOI: 10.1039/C8OB00292D

Citation: Org. Biomol. Chem., 2018,16, 2787-2791

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Highly efficient hydroboration of carbonyl compounds catalyzed by tris(methylcyclopentadienyl)lanthanide complexes

D. Yan, P. Dai, S. Chen, M. Xue, Y. Yao, Q. Shen and X. Bao, Org. Biomol. Chem., 2018, 16, 2787
DOI: 10.1039/C8OB00292D
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Organic & Biomolecular Chemistry

Highly efficient hydroboration of carbonyl compounds catalyzed by tris(methylcyclopentadienyl)lanthanide complexes

Abstract

Supplementary files

Publication details

Highly efficient hydroboration of carbonyl compounds catalyzed by tris(methylcyclopentadienyl)lanthanide complexes

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